I have quite a list of sad country songs...
Don't Laugh at Me- Mark Willis
For My Broken Heart- Reba
Love, Me- Collin Raye
Wish You Were Here- Mark Willis
Independence Day- Martina McBride
Alyssa Lies- Jason Michael Carroll
How Can I Help You Say Goodbye - Patty Loveless
Concrete Angel- Martina McBride
Can you add to it with either songs I don't know or didn't think of?